• Name

  TOLUENE-3,4-DITHIOL

• EINECS 207-828-3
• CAS No. 496-74-2
• Article Data8
• CAS DataBase
• Density 1.179
• Solubility
• Melting Point 30-33oC
• Formula C7H8 S2
• Boiling Point 135-137 °C17 mm Hg(lit.)
• Molecular Weight 156.273
• Flash Point 113 ºC
• Transport Information UN 3335
• Appearance white crystalline powder
• Safety Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of SO_x. See also SULFIDES and MERCAPTANS.
• Risk Codes R22;R37/38;R41   
• Molecular Structure
• Hazard Symbols
• Synonyms Toluene-3,4-dithiol(6CI,7CI,8CI); 1,2-Dimercapto-4-methylbenzene; 1-Toluene-3,4-dithiol;3,4-Dimercaptotoluene; 3,4-Dimercaptotoluol; 3,4-Dithiotoluene;3,4-Toluenedithiol; 4-Methyl-1,2-benzenedithiol;4-Methyl-1,2-dimercaptobenzene; Dithiol; Dithiol (chelating agent); NSC 5391
• PSA 77.60000
• LogP 2.57240

Synthetic route

5-methyl-2-mercaptobenzenesulfonyl chloride

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
Stage #1: 5-methyl-2-mercaptobenzenesulfonyl chloride With iron In water at 0℃; for 0.5h; Stage #2: With hydrogenchloride In water for 2.5h; Reagent/catalyst; Reflux;	98%

57093-52-4

Methoxy-2-benzo-4,5-methyl-7-dithiaphospholan-1,3,2

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
With methanol In benzene at 80℃; for 12h;

66086-39-3

2,8-dimethyldibenzotetrathiocin

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
With 2-hydroxyethanethiol In d(4)-methanol; water-d2 at 25℃; Equilibrium constant; phosphate buffer(0.5 mM, pH 7.0);

toluene-disulfonic acid-(3.4)-dichloride

toluene-disulfonic acid-(3.4)-dichloride

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
With hydrogenchloride; tin

109988-33-2

7-methyl-1,2,3,4,5-benzopentathiepin

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
With triethylamine; 2-hydroxyethanethiol In chloroform at 25℃; for 0.5h;

53827-17-1

dimethyl-(5-methyl-benzo[1,3,2]dithiaphosphol-2-yl)-amine

496-74-2

3,4-dimercaptotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: benzene / 5 h / 20 °C 2: MeOH / benzene / 12 h / 80 °C View Scheme

496-74-2

3,4-dimercaptotoluene

18993-09-4

methyl 10-oxoundecanoate

130891-85-9

methyl 10,10-toluene-3,4-disulphideundecanoate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; acetic acid for 0.25h; Ambient temperature;	99%

496-74-2

3,4-dimercaptotoluene

559-40-0

octaperfluorocyclopentene

110890-06-7

1,1,2,2,3,3-hexafluoro-6-methyl-2,3-dihydro-1H-benzocyclopenta-p-dithiine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 24h; Ambient temperature;	98%

496-74-2

3,4-dimercaptotoluene

76098-31-2

N-(4-Nitrobenzoyl)-1-pyrrolidinecarbimidoyl Chloride

81322-25-0

N-(5-Methyl-1,3-benzodithiol-2-yliden)-4-nitrobenzamid

Conditions

Conditions	Yield
With triethylamine In 1,2-dimethoxyethane for 24h; Ambient temperature;	98%

496-74-2

3,4-dimercaptotoluene

1795-48-8

Isopropyl isocyanate

4-Methyl-phenylen-1,2-bis(N-isopropylthiolurethan)

Conditions

Conditions	Yield
N-benzyl-trimethylammonium hydroxide In diethyl ether at 20℃; for 2h;	98%

496-74-2

3,4-dimercaptotoluene

2235-01-0

dimethoxydiphenylmethane

5-methyl-2,2-diphenylbenzo[d][1,3]dithiol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Reagent/catalyst; Solvent; Temperature; Reflux; Dean-Stark;	98%

496-74-2

3,4-dimercaptotoluene

1135-99-5

diphenyltin(IV) dichloride

4312-02-1

(C6H5)2Sn(CH3C6H3S2)

Conditions

Conditions	Yield
With KOH In water soln. of ligand and KOH in H2O was added to suspn. of Sn-complex in H2Ounder stirring for 15 min, ppt. was extd. with ether; dried over Na2SO4, filtered, solvent was evapd., recrystd. from benzeneand hexane;	97%
With KOH In methanol; water mixt. of KOH and dithiol in methanol is homogenized by shaking at room temp., pH value is adjusted to 7 by addn. of 2 N HCl, soln. of Ph2SnCl2 in water is added during 0.5 h with vigorous stirring; after 1 h ppt. is filtered off, washed with H2O, dried in vac. and dissolved in CH2Cl2, soln. is dried over Na2SO4, product is precipitated by addn. of n-hexane, recrystn. from CHCl3, elem. anal.;	44%

496-74-2

3,4-dimercaptotoluene

methyl Nτ-(3-chloroquinoxalin-2-yl)-L-histidinate

106161-11-9

2-methyl-5,12-dithianaphtho<2,3-b>quinoxaline

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate In water; N,N-dimethyl-formamide at 20℃; for 0.166667h;	97%

496-74-2

3,4-dimercaptotoluene

57351-95-8

2-Chloro-5-methyl-1,3,2-benzodithiaphosphole

Conditions

Conditions	Yield
With phosphorus trichloride In dichloromethane at 20℃; for 24h; Inert atmosphere; Schlenk technique;	96%
With phosphorus trichloride In benzene
With phosphorus pentachloride; triethylamine In diethyl ether for 2h; Ambient temperature;
Multi-step reaction with 2 steps 1: 64.2 percent / triethylamine / diethyl ether / 3 h / Heating 2: phosphorus pentachloride / toluene / 10 h / Heating View Scheme
Multi-step reaction with 2 steps 1: phosphorus pentachloride / CH2Cl2 / -10 °C 2: toluene-3,4-dithiol / CH2Cl2 / 16 h / Ambient temperature View Scheme

496-74-2

3,4-dimercaptotoluene

753-73-1

dimethyltin dichloride

4312-00-9

[Sn(CH3)2(3,4-toluenedithiolate)]

Conditions

Conditions	Yield
With KOH In ethanol; water treatment of dithiol with KOH (in EtOH) for 15 min, addn. of 1 equiv. aq. Me2SnCl2, stirring for 30 min (pptn.); collection (filtration); elem. anal.;	96%
With KOH In methanol; water mixt. of KOH and dithiol in methanol is homogenized by shaking at room temp., pH value is adjusted to 7 by addn. of 2 N HCl, soln. of Me2SnCl2 in water is added during 0.5 h with vigorous stirring; after 1 h ppt. is filtered off, washed with H2O, dried in vac. and dissolved in CH2Cl2, soln. is dried over Na2SO4, product is precipitated by addn. of n-hexane, recrystn. from CHCl3, elem. anal.;	46%

496-74-2

3,4-dimercaptotoluene

58384-89-7

oxotitanium(IV) meso-tetraphenylporphinato

(3,4-toluenedithiolato)(tetraphenylporphyrinato)titanium(IV) CH3OH

Conditions

Conditions	Yield
With methanol In dichloromethane stirring at room temp. under Ar, TLC on silica gel, concg. of the soln., addn. of methanol; elem. anal.;	96%

496-74-2

3,4-dimercaptotoluene

C8H8Cl2N4O2

N2,N3,7-trimethylbenzo[5,6][1,4]dithiino[2,3-b]pyrazine-2,3-dicarboxamide

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate In water; N,N-dimethyl-formamide at 20℃; for 0.166667h;	96%

2213-63-0

2,3-dichloroquinoxaline

496-74-2

3,4-dimercaptotoluene

106161-11-9

2-methyl-5,12-dithianaphtho<2,3-b>quinoxaline

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate In water; N,N-dimethyl-formamide at 20℃; for 0.166667h;	95%
With ammonia; sodium; iron(III) chloride 1.) -33 deg C, 2.) irradiation, -33 deg C, 180 min; Yield given. Multistep reaction;

496-74-2

3,4-dimercaptotoluene

2380-27-0

methyl 12-oxooctadecanoate

130891-86-0

methyl 12,12-toluene-3,4-disulphideoctadecanoate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; acetic acid for 0.5h; Ambient temperature;	95%

496-74-2

3,4-dimercaptotoluene

656-73-5

9,10-diketostearic acid

130911-99-8

9,9,10,10-bis(toluene-3,4-disulphide)octadecanoic acid

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; acetic acid for 1h; Ambient temperature;	95%

TOLUENE-3,4-DITHIOL Chemical Properties

TOLUENE-3,4-DITHIOL Toxicity Data With Reference

TOLUENE-3,4-DITHIOL Consensus Reports

TOLUENE-3,4-DITHIOL Safety Profile

TOLUENE-3,4-DITHIOL Specification